Basic information
- Name:
Omeprazole
- CAS No.:
73590-58-6
- Molecular Structure:

- Formula:
- C17H19N3O3S
- Synonyms:
- Pepticus;Zoltum;Lensor;Pepticum;Indurgan;1H-Benzimidazole,5-methoxy-2-[[(4-methoxy- 3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-;Prilosec (TN);Omerprazole;Omisec;Gibancer;Prazidec;Ulzol;Omezolan;Ulsen;Ortanol;Victrix;Omeprazon;Omapren;Zimor;Procelac;Dudencer;5-Methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridyl)methyl)sulfinyl)benzimidazole;Proclor;Antra;Omesek;Omeprol;Mopral;Gasec;Peptilcer;Nopramin;Tedec Ulceral;Omid;Zegerid;Result;Ulcesep;Gastroloc;Losec;Ompanyt;2-(((3,5-Dimethyl-4-methoxy-2-pyridyl)methyl)sulfinyl)-5-methoxy-1H-benzimidazole;Omed;Prilosec OTC;Antra MUPS;Omeprazolum [INN-Latin];Omebeta 20;Omizac;Zepral;Demeprazol;Ozoken;Omegast;Zefxon;Omeprazol [INN-Spanish];Danlox;Ceprandal;Olexin;Belmazol;Ulcometion;Erbolin;Miracid;Osiren;Prazolit;Ulcozol;Inhipump;Nilsec;Exter;Regulacid;
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Chemistry
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IUPAC Name: 6-Methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole
Molecular Formula: C17H19N3O3S
Molecular Weight: 345.42 g/mol
SMILES: c12c([nH]c(n1)[S@@](Cc1c(c(c(C)cn1)OC)C)=O)ccc(c2)OC
InChI: InChI=1/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)
Classification Code: Anti-ulcer agents; Depressant [gastric acid secretory]; Drug / Therapeutic Agent; Enzyme inhibitors; Gastrointestinal Agents; Human Data; Mutation data; Reproductive Effect
Product Categories: Drug bulk; Active Pharmaceutical Ingredients; Omeprazole; Intermediates & Fine Chemicals; Pharmaceuticals; API's; ATPase
Stability: Stable, but hygroscopic and photosensitive. Incompatible with strong oxidizing agents. Store in the dark.
Melting Point: 156 °C
storage temperature: 2-8 °C
solubility: H2O: 0.5 mg/mL
Index of Refraction: 1.669
Molar Refractivity: 94.02 cm3
Molar Volume: 251.8 cm3
Polarizability: 37.27×10-24 cm3
Surface Tension: 75.1 dyne/cm
Density: 1.37 g/cm3
Flash Point: 316.7 °C
Enthalpy of Vaporization: 89.31 kJ/mol
Boiling Point: 600 °C at 760 mmHg
Vapour Pressure of Omeprazole (CAS NO.73590-58-6): 2.35E-14 mmHg at 25 °C
Uses
Omeprazole (CAS NO.73590-58-6) is a proton pump inhibitor used in the treatment of dyspepsia, peptic ulcer disease, gastroesophageal reflux disease, laryngopharyngeal reflux, and Zollinger-Ellison syndrome. Omeprazole is combined with the antibiotics clarithromycin and amoxicillin in the 7-14 day eradication triple therapy for Helicobacter pylori.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | unreported | > 600mg/kg (600mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 33, Pg. 782, 1991. | |
| man | TDLo | oral | 4mg/kg/2W-I (4mg/kg) | MUSCULOSKELETAL: JOINTS | Lancet. Vol. 345, Pg. 461, 1995. |
| mouse | LD50 | intraperitoneal | > 100mg/kg (100mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 369, 1988. |
| mouse | LD50 | intravenous | 82800ug/kg (82.8mg/kg) | Scandinavian Journal of Gastroenterology, Supplement. Vol. 108, Pg. 53, 1985. | |
| mouse | LD50 | oral | > 4gm/kg (4000mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 369, 1988. |
| mouse | LD50 | subcutaneous | > 100mg/kg (100mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) | Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 369, 1988. |
| rat | LD50 | intraperitoneal | > 100mg/kg (100mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 369, 1988. |
| rat | LD50 | intravenous | > 50mg/kg (50mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 369, 1988. |
| rat | LD50 | oral | 2210mg/kg (2210mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 369, 1988. |
| rat | LD50 | subcutaneous | > 100mg/kg (100mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 369, 1988. |
| women | TDLo | oral | 800ug/kg/2D-I (0.8mg/kg) | LUNGS, THORAX, OR RESPIRATION: PLEURAL EFFUSION LUNGS, THORAX, OR RESPIRATION: COUGH | Pharmacotherapy Vol. 14, Pg. 119, 1993. |
| women | TDLo | oral | 4400ug/kg/11D (4.4mg/kg) | LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION | American Journal of Gastroenterology. Vol. 94, Pg. 1119, 1999. |
| women | TDLo | oral | 24mg/kg/60D-I (24mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" BLOOD: NORMOCYTIC ANEMIA | Postgraduate Medical Journal. Vol. 74, Pg. 416, 1998. |
| women | TDLo | oral | 30mg/kg/10W-I (30mg/kg) | BLOOD: EOSINOPHILIA KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | American Journal of Medicine. Vol. 95, Pg. 248, 1993. |
| women | TDLo | oral | 36400ug/kg/13 (36.4mg/kg) | BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE | Journal of Clinical Gastroenterology. Vol. 25, Pg. 718, 1997. |
Safety Profile
Hazard Codes:
Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS of Omeprazole (CAS NO.73590-58-6): DD9087000
Specification
Omeprazole (CAS NO.73590-58-6), its Synonyms are ( -)-Omeprazole ; 1H-Benzimidazole, 5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)- ; 2-(((3,5-Dimethyl-4-methoxy-2-pyridyl)methyl)sulfinyl)-5-methoxy-1H-benzimidazole ; 5-Methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridyl)methyl)sulfinyl)benzimidazole ; Antra MUPS ; Audazol . It is white crystalline solid.
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